Shock Split Confirmed: Is Don Jr. Still With Kimberly Guilfoyle? The Latest On Their Breakup And New Partners

As of December 2025, the answer is a definitive no: Donald Trump Jr. and Kimberly Guilfoyle are no longer together. The high-profile political power couple, who had been engaged since New Year's Eve 2020, reportedly called off their engagement and separated late in 2024, a development that shocked many in Republican political circles. The split, which was not officially announced by either party, became public knowledge as Don Jr. was seen stepping out with a new partner, while Guilfoyle has maintained a professional and personal connection to the Trump family. This dramatic end to their six-year romance has immediately shifted the focus from wedding planning to new beginnings for both figures. The latest reports confirm that Donald Trump Jr. has moved on with Florida socialite Bettina Anderson, with their relationship becoming increasingly public throughout 2025. Meanwhile, Kimberly Guilfoyle has embraced a new professional chapter, reportedly accepting a diplomatic role, while confirming she is ready to "get a new husband." This article explores the full context of their separation, their current relationship status, and the extensive backgrounds of the two major political and media figures.

Donald Trump Jr. and Kimberly Guilfoyle: A Detailed Biographical Profile

The relationship between Donald Trump Jr. and Kimberly Guilfoyle was a convergence of two powerful figures from the worlds of business, media, and politics. Their individual careers and backgrounds reveal why their pairing garnered such intense public and media scrutiny.

Donald John Trump Jr. Biography

• Born: December 31, 1977, in New York, New York, U.S.
• Age (as of Dec 2025): 47 years old.
• Parents: Donald J. Trump and Ivana Trump.
• Education: The Wharton School at the University of Pennsylvania.
• Career: Businessman, activist, and television personality. He serves as an Executive Vice President at The Trump Organization, the family’s global real estate and business portfolio. He is also a prominent figure in conservative political activism and media.
• Previous Marriage: Married to Vanessa Haydon from 2005 to 2018. They have five children together.

Kimberly Ann Guilfoyle Biography

• Born: March 9, 1969.
• Age (as of Dec 2025): 56 years old.
• Parents: Mercedes and Anthony Guilfoyle.
• Education: University of California, Davis, and the University of San Francisco School of Law.
• Career: Diplomat, media personality, and former prosecutor. She served as an Assistant District Attorney in San Francisco from 2000–04. She was a co-host of Fox News' "The Five" from 2006 to 2018.
• Current Role: She has reportedly been serving as the United States Ambassador to Greece since 2025.
• Previous Marriages:
  • Married to Gavin Newsom (current Governor of California) from 2001 to 2006.
  • Married to Eric Villency from 2006 to 2009. They have one son, Ronan.

The End of the Engagement: What Led to the Split?

Donald Trump Jr. and Kimberly Guilfoyle’s relationship began in 2018, following Don Jr.’s divorce from his first wife, Vanessa. They quickly became a highly visible couple at political rallies and events, known for their passionate support of the Trump political movement. Their engagement, which took place on New Year's Eve 2020, was kept a secret for a full year before the news was finally revealed in early 2022. Despite the initial public excitement about a potential wedding, the couple never set a firm date, and rumors of strain began to circulate in the political and social spheres. The official end of their relationship, reportedly occurring in late 2024, came as a surprise to some, yet was quickly followed by news that strongly suggested a permanent separation. While the exact reasons for the split remain private, sources close to the couple confirmed the end of the engagement. The separation was reportedly amicable enough that Guilfoyle has every intention of maintaining a cordial relationship with Don Jr. and the entire Trump family, citing their shared history and political involvement. This desire to remain connected to the family is particularly relevant given her reported new diplomatic role as the U.S. Ambassador to Greece, a position that would keep her within the broader political orbit of the Trump administration.

Donald Trump Jr.’s New Romance: Bettina Anderson and Future Plans

The most compelling evidence that the relationship between Don Jr. and Guilfoyle is definitively over is the public emergence of his new romance. By late 2024 and throughout 2025, Donald Trump Jr. began openly dating Bettina Anderson, a prominent Florida-based socialite. Anderson, who is known in Palm Beach and Miami social circles, has been seen with Don Jr. at several high-profile events. This new pairing has been a major topic of discussion, especially as reports began to surface in mid-2025 suggesting that Don Jr. and Anderson were already making "marriage plans." The speed at which Don Jr. moved on from his long-term engagement with Kimberly Guilfoyle to a serious relationship with Bettina Anderson has been noted by many observers. The new relationship is a clear signal that the chapter with Guilfoyle is closed, and Don Jr. is focusing on his future with his new partner. The focus has now entirely shifted to the possibility of a new Trump wedding, with the speculation centered on when and where Don Jr. and Bettina Anderson might formalize their commitment. The intense media coverage of their public appearances and potential wedding plans underscores the public’s enduring fascination with the Trump family’s personal lives.

Kimberly Guilfoyle’s Next Chapter: Career, Diplomacy, and New Beginnings

Kimberly Guilfoyle, a former prosecutor and Fox News host, is navigating her own new chapter following the split. Despite the end of her romantic relationship with the former president's son, she has reportedly maintained a strong professional and personal rapport with the Trump family, which is crucial for her reported new diplomatic career. The most significant development in her life is her reported appointment as the United States Ambassador to Greece, a role she has been serving in since 2025. This move represents a major pivot from her previous roles in media and political campaigning, placing her in a high-level diplomatic position on the world stage. In interviews following the breakup, Guilfoyle also signaled her readiness to move on romantically, stating that she is prepared to "get a new husband." While she is reportedly still fond of Don Jr., her focus appears to be on her new career and finding a new partner who aligns with her current life. Her continued involvement with the Trump political machine, even in a diplomatic capacity, suggests that while the romantic relationship with Don Jr. is over, her influence and connection to the family’s political network remain strong. The former couple’s ability to maintain a civil relationship despite the split is a testament to their shared history and mutual professional interests. The public will continue to watch both Donald Trump Jr. and Kimberly Guilfoyle closely as they embark on their separate but equally high-profile paths, with Don Jr. potentially heading toward a new marriage and Guilfoyle embracing a significant international role.